Keen On Retirement

As we wrap up graduation season, I know parents and grandparents are dealing with a whole bunch of emotions: pride, excitement, sadness, relief, hope, and concern. And as you experience all these feelings, you may feel moved to do what you've always done throughout that child's life: help. But whether we're talking about major life milestones or financial market volatility, that intersection of emotion and money can be a very tricky place to navigate. Today's generosity could have significant long-term consequences that might hold your adult child back from real adulthood and dent your retirement plans. Make sure you and your spouse discuss these issues and work out a plan that will truly support adult children without sacrificing your other financial goals.

By the time it works through Congress to President Trump's desk, The One, Big, Beautiful Bill will probably have a few different details, and a different name. But the version of the bill that recently passed in the House gives us a fair indication of where tax policy could be headed for the next few years. On today's show, we discuss the current version of the 2025 tax bill, potential changes that Congress might make, and potential ways this bill could affect your financial plan.

As we discussed on a recent podcast, converting money from a traditional IRA into a Roth IRA could be a beneficial move this year due to ongoing market volatility. But that's not an automatic decision. Everyone's retirement plan and goals are different. Everyone's situation in life is different. And while a well-timed Roth conversion can help folks save money now and build wealth in the future, you shouldn't be thinking about a conversion as a lifesaver that's going to support you through some turbulence all by itself. In fact, here are several scenarios where a Roth conversion could hurt your retirement plan more than it helps.

According to a recent Wall Street Journal article, there were 580,887 pending Social Security claims in March 2025. That's an increase of more than 80,000 from a year ago. Many of those claimants are seniors who have not yet reached their full retirement age. I'd love to believe that the majority of these folks are taking Social Security early as part of a carefully considered plan to achieve a specific goal, such as early retirement. But, unfortunately, fear and short-sightedness often play far too big a role in the Social Security decision, especially for seniors who aren't working with an advisor. On today's show, we clear up some of the misconceptions around Social Security and explain how Keen Wealth incorporates this important benefit into our comprehensive planning process.

According to recent data, 62 has become the new 65. This generation of healthier, more active, more connected seniors wants to start enjoying their Golden Years as soon as possible. But there's one reason why age 65 is still a major marker on a retirement timeline: Medicare eligibility. Early retirement can also trigger some critical decisions about the best time to start claiming Social Security benefits. Let's look at five items on Keen Wealth's early retirement checklist that we use to help seniors bridge the gap to Medicare and Social Security.

Matt Wilson, Chief Investment Officer and President of Keen Wealth, sure had a lot to work with when he put together his 2025 Q2 Market Update Webinar! It's been an eventful few months for the economy, and Matt delivered a clear analysis of everything from growth trends and interest rate expectations to the potential impacts of tariffs. On today's show, we complete our Q2 outlook by discussing some of Matt's broader points and answering follow-up questions from webinar attendees.